The Journal of Organic Chemistry

Tin-copper couple. A new reagent for selective debromination of activated dibromides

P Dowd, LK Marwaha

Index: Dowd,P.; Marwaha,L.K. Journal of Organic Chemistry, 1976 , vol. 41, p. 4035 - 4036

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Citation Number: 8

Abstract

We wished to prepare the a-methylene-y-bromoglutaric acid 11. Attempts to accomplish this from the known1 y-methyleneglutamic acid by diazotization in the presence of sodium bromide2 were frustrated by persistent lactone formation. As an alternative, the selective debromination of the tribromide I was explored. The latter is readily prepared by Hell- Volhard-Zelinsky bromination of a-methyleneglutaryl chloride.